Urban Adventures Guide - Boston

Requisition ID:  2892
Department:  Operations
Work Type:  On the road
Application Close Date:  30th of June, 2026

At Intrepid Travel we exist to inspire, create, share and lead the best travel experiences ever – for both people and the planet. More than 34 years later, we’re proud to be a certified B Corp with hundreds of trips in over 100 countries. 

At Intrepid Travel we exist to inspire, create, share and lead the best travel experiences ever – for both people and the planet. More than 34 years later, we’re proud to be a certified B Corp with hundreds of trips in over 100 countries. 

We are Intrepid

We are Intrepid

The world needs more Intrepid people: 

Do you love Boston’s food, culture, history, people and neighborhoods? Would you love to share your passion with others from around the world and get paid for it? Do you need a part-time job with flexibility that gives you time for your other pursuits?  Do you want to feel more connected with your city? We have the job for you as an Intrepid Urban Adventures guide. 

 

This is part-time seasonal role with varied hours (mornings & weekends). The hourly rate is $27.50 USD plus gratuities. 

 

What we offer: 

 

  • A job where you eat, drink, and meet new people every day and get paid for it. 
  • The opportunity to lead small groups of diverse travelers without having to read from a script or wear a costume.  
  • Flexible scheduling with tours running every day. 
  • A local and global family with opportunities for fun, travel, and learning. 
  • Work outside and not at a desk. 
  • An organization that cares deeply about communities, people and the environment and that has a vision to transform the travel industry. 
  • The opportunity to start building a career in the travel industry. 
  • Access to learning and development programs, e-learning and comprehensive tour leader training before you even start. 
  • Internal career opportunities to further your career in travel and beyond 
  • Amazing travel discounts for you to experience Intrepid as a passenger 
  • Opportunity to support not-for-profit Intrepid Foundations projects 

 

 

What you offer: 

  • Passion for Boston, Food, Culture and History. 
  • A friendly, engaging and energetic personality. 
  • Available weekdays and/or weekends (Ideally 3+ days a week).  
  • Great storytelling and excellent public speaking/communication skills. 
  • Punctuality and professionalism. 
  • Must reside in Boston or the Greater Boston Area, as you will be responsible for arriving at the designated start point of each tour. 
  • A desire to help people really connect with our city and have a great time. 
  • Empathy and emotional intelligence 
  • Problem solving and decision-making skills 
  • An understanding of and belief in Intrepid’s Responsible Travel philosophy and Core Values 
  • Ability to manage trip budget and handle sums of money. 
  • Firsthand experience of Urban Adventure tours in Boston. If you have not previously attended a UA tour then you will have the opportunity to join as a guest, free of charge. 
  •  

Curious what trips we run in Boston? Please check them out: https://www.urbanadventures.com/en/boston

 

Do you dream of inspiring travelers and helping them fall in love with their destination by immersing them in your local culture and exposing them to real life experiences? Being a Tour Leader with Intrepid, you will do just that! 

At Intrepid Travel, we exist to inspire, create, share and lead the best travel experiences ever – for both people and the planet. More than 34 years later, we’re proud to be a certified B Corp with hundreds of trips in over 100 countries. 

 

 

The world needs more Intrepid people: 

Do you love Boston’s food, culture, history, people and neighborhoods? Would you love to share your passion with others from around the world and get paid for it? Do you need a part-time job with flexibility that gives you time for your other pursuits?  Do you want to feel more connected with your city? We have the job for you as an Intrepid Urban Adventures guide. 

 

This is part-time seasonal role with varied hours (mornings & weekends). The hourly rate is $27.50 USD plus gratuities. 

 

What we offer: 

 

  • A job where you eat, drink, and meet new people every day and get paid for it. 
  • The opportunity to lead small groups of diverse travelers without having to read from a script or wear a costume.  
  • Flexible scheduling with tours running every day. 
  • A local and global family with opportunities for fun, travel, and learning. 
  • Work outside and not at a desk. 
  • An organization that cares deeply about communities, people and the environment and that has a vision to transform the travel industry. 
  • The opportunity to start building a career in the travel industry. 
  • Access to learning and development programs, e-learning and comprehensive tour leader training before you even start. 
  • Internal career opportunities to further your career in travel and beyond 
  • Amazing travel discounts for you to experience Intrepid as a passenger 
  • Opportunity to support not-for-profit Intrepid Foundations projects 

 

 

What you offer: 

  • Passion for Boston, Food, Culture and History. 
  • A friendly, engaging and energetic personality. 
  • Available weekdays and/or weekends (Ideally 3+ days a week).  
  • Great storytelling and excellent public speaking/communication skills. 
  • Punctuality and professionalism. 
  • Must reside in Boston or the Greater Boston Area, as you will be responsible for arriving at the designated start point of each tour. 
  • A desire to help people really connect with our city and have a great time. 
  • Empathy and emotional intelligence 
  • Problem solving and decision-making skills 
  • An understanding of and belief in Intrepid’s Responsible Travel philosophy and Core Values 
  • Ability to manage trip budget and handle sums of money. 
  • Firsthand experience of Urban Adventure tours in Boston. If you have not previously attended a UA tour then you will have the opportunity to join as a guest, free of charge. 
  •  

Curious what trips we run in Boston? Please check them out: https://www.urbanadventures.com/en/boston

 

Do you dream of inspiring travelers and helping them fall in love with their destination by immersing them in your local culture and exposing them to real life experiences? Being a Tour Leader with Intrepid, you will do just that! 

At Intrepid Travel, we exist to inspire, create, share and lead the best travel experiences ever – for both people and the planet. More than 34 years later, we’re proud to be a certified B Corp with hundreds of trips in over 100 countries. 

 

 

Our people reflect the diversity of our customers and the communities we visit: 

Intrepid is made up of 71 nationalities in over 30 countries, and we recognise that diversity makes us a stronger business. We support a culture where people can be themselves and encourage applications from people of all backgrounds. Including First Nations People, LGBTQI+ people, those living with a disability, or from disadvantaged backgrounds, and all people from different ethnicities, races, and religions.  

Rewarding and developing our people is important to us, some of our work perks include: 

  • Access to generous Intrepid discounts for you, your family and close friends 
  • Access to e-learning platforms, professional development and mentor programs 
  • Employee Assistance Program, a 24/7 service that offers counselling for you and your family 
  • Paid Sick Leave
  • Plus, you'll be eligible to participate in the Intrepid 401(k) plan with vested employer contributions per policy


We are Real. Together. Ambitious. Impactful. These are our values and to us they're more than just words, they are the pillars of our success and every day it's our people and the work they do that bring them to life.

Our people reflect the diversity of our customers and the communities we visit: 

Intrepid is made up of 71 nationalities in over 30 countries, and we recognise that diversity makes us a stronger business. We support a culture where people can be themselves and encourage applications from people of all backgrounds. Including First Nations People, LGBTQI+ people, those living with a disability, or from disadvantaged backgrounds, and all people from different ethnicities, races, and religions.  

Rewarding and developing our people is important to us, some of our work perks include: 

  • Access to generous Intrepid discounts for you, your family and close friends 
  • Access to e-learning platforms, professional development and mentor programs 
  • Employee Assistance Program, a 24/7 service that offers counselling for you and your family 
  • Paid Sick Leave
  • Plus, you'll be eligible to participate in the Intrepid 401(k) plan with vested employer contributions per policy


We are Real. Together. Ambitious. Impactful. These are our values and to us they're more than just words, they are the pillars of our success and every day it's our people and the work they do that bring them to life.

We aim to ensure diversity, equity, and inclusion stay part of our recruitment process. If you require any reasonable adjustment to participate in the recruitment process, please contact us at careersupport@intrepidtravel.com with your name, location, and the adjustments you require, we will then be in touch to support your application.

We aim to ensure diversity, equity, and inclusion stay part of our recruitment process. If you require any reasonable adjustment to participate in the recruitment process, please contact us at careersupport@intrepidtravel.com with your name, location, and the adjustments you require, we will then be in touch to support your application.

Application Close Date:  30th of June, 2026